This series contains correspondence files of the Wisconsin Realty Company, the Flambeau Paper Company, the Frontier Lumber and Supply Company, Henry Sherry, the Triangle Club, the Winnebago Realty Company, and Wisconsin Water Power Association.

The letters of the Wisconsin Realty Company are by far the most extensive and significant. They are mainly letters to and from E. P. Sherry, whose office was at the Wisconsin Realty Company headquarters in Milwaukee. The files concern not only the affairs of the Wisconsin Realty Company, but also the Flambeau Paper Company, the Winnebago Realty Company, and most of the family's other business interests. To a lesser extent they also document E. P. Sherry's personal interests and his charitable pursuits, including the Red Cross and the Visiting Nurses Association.

The Wisconsin Realty Company files are subdivided into incoming correspondence, arranged alphabetically by the name of the sender or the company represented; outgoing correspondence, arranged chronologically; and subject files. The outgoing letters from 1898 through May 1930 are in letterpress copy books and each volume contains a separate index. After May 1930 letters are unbound but continue to be in chronological order, except that all letters to the Flambeau Paper Company are filed separately. Of central importance to understanding the Sherry enterprises are the letters of the on-site managers and employees of the various family concerns. All important policy decisions were referred to E. P., and later Avery Sherry in Milwaukee, and in most instances employees reported weekly or even daily.

Important correspondents in this regard include the Flambeau Paper Company and its manager Guy Waldo; H. C. Bruce, who was employed to survey and estimate land and timber value on lands the Sherry's owned or were considering purchasing; E. E. Ramsdell of the Sherry Lumber Company; and J. B. Saunders of the Wisconsin Realty Company's Park Falls office. The correspondence between E. P. and Henry Sherry is also significant because it frequently concerns major problems and decisions affecting the family holdings.

The Sherrys also had frequent dealings with individuals and other companies engaged in real estate, lumbering, and paper manufacturing in Wisconsin and surrounding states. Among these were F. J. Sensenbrenner of Kimberly-Clark and the General Paper Company; F. I. Salter, a Duluth, Minnesota realtor; the Brown Brothers Lumber Company of Rhinelander; the Dells Paper Company of Eau Claire; the James W. Good Land Company of Ashland; G. F. Sanborn, an Eagle River attorney and realtor; the Menasha Wooden Ware Company; W. S. Paddock of Milwaukee's Cream City Sash and Door Company; the Milwaukee law firm of Miller, Mack, and Fairchild; and the Roddis Lumber and Veneer Company of Marshfield.

Wisconsin Realty Company subject files concern a number of special projects. The largest of these is the Flambeau Reservoir (now called the Turtle-Flambeau Flowage), which was constructed about 20 miles north of Park Falls. The Reservoir correspondence is arranged alphabetically by the names of the property owners from whom the Sherrys secured land for the project. Other subject files deal with dams and the development of electric power along the Wolf River in Langlade County.

By comparison, the correspondence files for Henry Sherry, three of the other business firms, the Triangle Club, the Winnebago Realty Company, and the Wisconsin Water Power Association are all quite small. The Flambeau Paper Company file concerns the purchase of paper-making machinery and mill expansion and construction plans. Henry Sherry's correspondence consists of two letterpress copy books; the earlier letters deal with sale of paper manufactured by the Flambeau Paper Company, and the others concern the Winnebago Realty Company. Triangle Club letters deal primarily with Avery Sherry's involvement with the Milwaukee branch of this Princeton University alumni group. Winnebago Realty Company files consist of outgoing letters of A. A. Pribnow and mainly concern transactions of the Flambeau Shingle Mill, a company owned by the Winnebago Realty Company and Henry Sherry. E. P. Sherry served as secretary of the Wisconsin Water Power Association. Letters of this group concern the organizing of industry opposition to state legislation restricting water power development.